Cas no 1072951-78-0 ((4-((2-Fluorobenzyl)oxy)phenyl)boronic acid)

(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid is a boronic acid derivative featuring a 2-fluorobenzyloxy substituent on the phenyl ring. This compound is a valuable intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl structures with high selectivity and efficiency. The electron-withdrawing fluorine atom enhances the stability of the boronic acid group, improving its reactivity in palladium-catalyzed transformations. Its well-defined structure and consistent purity make it suitable for pharmaceutical and materials science research, particularly in the development of fluorinated organic compounds. The product is typically supplied as a white to off-white crystalline solid with confirmed analytical data (NMR, HPLC) to ensure reliability in synthetic applications.
(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid structure
1072951-78-0 structure
Product Name:(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid
CAS No:1072951-78-0
MF:C13H12BFO3
MW:246.041987419128
MDL:MFCD08705274
CID:827970
PubChem ID:329760301
Update Time:2025-10-29

(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-((2-Fluorobenzyl)oxy)phenyl)boronic acid
    • 4-(2-Fluorobenzyloxy)phenylboronic acid
    • [4-[(2-fluorophenyl)methoxy]phenyl]boronic acid
    • 4-(2'-Fluorobenzyloxy)phenylboronic acid
    • MDL: MFCD08705274
    • Inchi: 1S/C13H12BFO3/c15-13-4-2-1-3-10(13)9-18-12-7-5-11(6-8-12)14(16)17/h1-8,16-17H,9H2
    • InChI Key: MSMQSLDBKPNEPX-UHFFFAOYSA-N
    • SMILES: FC1C=CC=CC=1COC1C=CC(B(O)O)=CC=1

Computed Properties

  • Exact Mass: 246.08600
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4

Experimental Properties

  • Density: 1.26±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 156-160?°C
  • Solubility: Very slightly soluble (0.18 g/l) (25 o C),
  • PSA: 49.69000
  • LogP: 1.08450

(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn

(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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Additional information on (4-((2-Fluorobenzyl)oxy)phenyl)boronic acid

Introduction to (4-((2-Fluorobenzyl)oxy)phenyl)boronic Acid (CAS No. 1072951-78-0)

(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid, identified by the Chemical Abstracts Service Number (CAS No.) 1072951-78-0, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This compound belongs to the class of boronic acids, which are widely recognized for their utility in various chemical transformations, particularly in Suzuki-Miyaura cross-coupling reactions. The presence of a 2-fluorobenzyl group and an oxy linkage in its molecular structure imparts unique reactivity and selectivity, making it a valuable intermediate in the synthesis of complex molecules.

The< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid molecule features a phenyl ring substituted at the fourth position with a boronic acid moiety, further modified by an oxy group connected to a 2-fluorobenzyl moiety. This specific arrangement enhances its compatibility with palladium-catalyzed coupling reactions, which are fundamental in constructing biaryl structures found in many pharmacologically active compounds. The fluorine atom in the 2-fluorobenzyl group introduces electronic and steric effects that can influence the reactivity and orientation of the boronic acid, making it a versatile tool for medicinal chemists.

In recent years, boronic acids have been extensively studied for their role in drug discovery and development. The< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid, due to its structural features, has been employed in the synthesis of various bioactive molecules. One notable application is in the development of kinase inhibitors, where biaryl structures are crucial for achieving high binding affinity to target proteins. The< strong>2-fluorobenzyl group, in particular, has been shown to enhance metabolic stability and binding interactions, making it an attractive moiety for drug design.

The pharmaceutical industry has leveraged the reactivity of< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid in the context of modern drug development strategies. For instance, recent studies have demonstrated its utility in generating novel scaffolds for antiviral and anticancer agents. The ability to introduce fluorine-containing aryl groups into drug candidates can lead to improved pharmacokinetic properties, such as increased bioavailability and reduced degradation rates. This has spurred interest in optimizing synthetic routes that incorporate< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid as a key intermediate.

The synthesis of< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid typically involves multi-step organic transformations, starting from readily available precursors. Advanced synthetic methodologies have been developed to enhance yield and purity, ensuring that the final product meets the stringent requirements of pharmaceutical applications. Techniques such as palladium-catalyzed cross-coupling reactions are commonly employed to construct the desired biaryl framework efficiently.

In addition to its pharmaceutical applications, the< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid has found utility in materials science. Boronic acids are known for their ability to form coordination complexes with metals and other small molecules, which can be exploited in designing functional materials. The unique structural features of this compound make it a candidate for applications in sensors, catalysts, and even organic electronics. The incorporation of fluorine atoms can further modulate material properties, leading to innovative solutions in nanotechnology and advanced material engineering.

The growing body of research on< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid underscores its importance as a building block in synthetic chemistry. Ongoing studies aim to expand its applications by exploring new synthetic pathways and understanding its reactivity under different conditions. Collaborative efforts between academia and industry are driving innovation, ensuring that this compound continues to play a pivotal role in advancing chemical research and industrial applications.

The future prospects for< strong>(4-((2-Fluorobenzyl)oxy)phenyl)boronic acid are promising, with potential applications emerging across multiple domains. As synthetic methodologies evolve and new challenges arise in drug discovery and materials science, this compound is poised to remain a cornerstone of innovation. Its unique structural attributes and reactivity make it an indispensable tool for chemists and researchers striving to push the boundaries of what is possible in their respective fields.

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